R2408

Rosiglitazone

≥98% (HPLC)

• Synonym(s): Rosiglitazone, 5-[[4-[2-(Methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione
• Linear Formula: C₁₈H₁₉N₃O₃S
• CAS Number: 122320-73-4
• Molecular Weight: 357.43
• MDL number: MFCD00871760
• PubChem Substance ID: 329824017
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• solubility: DMSO: ≥10 mg/mL
• originator: GlaxoSmithKline
• storage temp.: 2-8°C
• SMILES string: CN(CCOc1ccc(CC2SC(=O)NC2=O)cc1)c3ccccn3
• InChI: 1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23)
• InChI key: YASAKCUCGLMORW-UHFFFAOYSA-N
• Gene Information: human ... PPARG(5468)

Description

Application

Rosiglitazone has been used:

• as a medium constituent for adipocyte differentiation
• in the cell proliferation assay in human colonic carcinoma cell lines
• for Bcl-2-like protein 13 (Bcl2l13) expression in adipocytes
• as a peroxisome proliferator-activated receptor gamma (PPARγ) ligand

Biochem/physiol Actions

Rosiglitazone is a potent agonist for PPARγ with an EC50 of 43 nM for the human receptor. It is antidiabetic, working as an insulin sensitizer by binding to the PPARγ receptors in fat cells and making the cells more responsive to insulin.

Features and Benefits

This compound is a featured product for ADME Tox and Gene Regulation research. Discover more featured ADME Tox and Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the AMPKs and Nuclear Receptors (PPARs) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety Information

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable